271242-72-9

Basic information

• Product Name: 4-{[(4-methoxyphenyl)methyl]amino}benzonitrile
• Synonyms: 4-{[(4-methoxyphenyl)methyl]amino}benzonitrile;4-CYANO-N-(4-METHOXYPHENYLMETHYL)ANILINE
• CAS NO: 271242-72-9
• Molecular Formula: C₁₅H₁₄N₂O
• Molecular Weight: 238.289
• Mol File: 271242-72-9.mol
• Article Data: 9

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4-{[(4-methoxyphenyl)methyl]amino}benzonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 4-{[(4-methoxyphenyl)methyl]amino}benzonitrile(271242-72-9)
• EPA Substance Registry System: 4-{[(4-methoxyphenyl)methyl]amino}benzonitrile(271242-72-9)

Safety Data

• Hazardous Substances Data: 271242-72-9(Hazardous Substances Data)

Upstream product

• 104-93-8 p-methylanizole 
• 873-74-5 4-Aminobenzonitrile 
• 13036-19-6 p-methoxybenzylidene-p-cyano-aniline 
• 123-11-5 4-methoxy-benzaldehyde 
• 619-72-7 4-nitrobenzonitrile 
• 105-13-5 4-Methoxybenzyl alcohol 

Relevant articles and documents

Iron-Catalyzed Oxidative Amination of Benzylic C(sp3)–H Bonds with Anilines

Iron-catalyzed oxidative amination of benzylic C(sp3)–H bonds with anilines bearing electron-withdrawing groups (EWGs) or electron-donating groups (EDGs) is realized based on simple variations of N-substituents on imidazolium cations in novel ionic Fe(III) complexes. The structural modification of the imidazolium cation resulted in regulation of the redox potential and the catalytic performance of the iron metal center. Using DTBP as oxidant, [HItBu][FeBr4] showed the highest catalytic activity for anilines bearing EWGs, while [HIPym][FeBr4] was more efficient for EDG-substituted anilines. This work provides alternative access to benzylamines with the advantages of both a wide substrate scope and iron catalysis.

Chromium-Catalyzed Alkylation of Amines by Alcohols

The alkylation of amines by alcohols is a broadly applicable, sustainable, and selective method for the synthesis of alkyl amines, which are important bulk and fine chemicals, pharmaceuticals, and agrochemicals. We show that Cr complexes can catalyze this C?N bond formation reaction. We synthesized and isolated 35 examples of alkylated amines, including 13 previously undisclosed products, and the use of amino alcohols as alkylating agents was demonstrated. The catalyst tolerates numerous functional groups, including hydrogenation-sensitive examples. Compared to many other alcohol-based amine alkylation methods, where a stoichiometric amount of base is required, our Cr-based catalyst system gives yields higher than 90 % for various alkyl amines with a catalytic amount of base. Our study indicates that Cr complexes can catalyze borrowing hydrogen or hydrogen autotransfer reactions and could thus be an alternative to Fe, Co, and Mn, or noble metals in (de)hydrogenation catalysis.

Selective reductive amination of aldehydes from nitro compounds catalyzed by molybdenum sulfide clusters

Secondary amines are selectively obtained from low value starting materials using hydrogen and a non-noble metal-based catalyst. The reductive amination of aldehydes from nitroarenes or nitroalkanes is efficiently catalyzed by a well-defined diamino molybdenum sulfide cluster in a one-pot homogeneous reaction. The integrity of the molecular cluster catalyst is preserved along the process.